Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,775 ($825/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,731 ($533/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,833 ($472/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,658 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $892 ($149/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($133/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,255 ($209/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,257 ($751/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 6, 2027 (6 nights)
- 3 bed/2 bath, sleeps 8
- $1,708 ($285/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,558 ($512/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 5, 2027 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,242 ($248/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($455/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,445 ($349/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,546 ($1,078/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $17,465 ($2,495/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,380 ($1,483/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,105 ($1,872/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $813 ($135/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,218 ($1,031/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 31 – Feb 5, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($1,095/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,642 ($274/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 31 – Feb 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $577 ($115/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,603 ($658/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,290 ($470/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,475 ($782/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Jan 31 – Feb 5, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,475 ($1,095/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,077 ($440/night)
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Villas at Disneyland Hotel
Anaheim, California- Jan 31 – Feb 4, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,188 ($547/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,642 ($274/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,545 ($1,078/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,339 ($223/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,181 ($1,312/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 31 – Feb 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 6
- $1,818 ($364/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Jan 31 – Feb 7, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $6,892 ($985/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,821 ($304/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)